methyl α-iminotrifluoropropionate | 1340033-01-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl α-iminotrifluoropropionate
• 英文别名: (E)-methyl 3,3,3-trifluoro-2-iminopropanoate
• CAS: 1340033-01-3
• 化学式: C₄H₄F₃NO₂
• 分子量: 155.076
• InChiKey: VXRKQIZTMTZQNL-KRXBUXKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.74
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  50.15
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  三氟丙酮酸甲酯 在 亚氨基-三(苯基)膦烷 作用下， 以81.818%的产率得到
  参考文献：
  名称：

  Fluorinated NH-iminophosphonates and iminocarboxylates: novel synthons for the preparation of biorelevant α-aminophosphonates and carboxylates

  摘要：

  A convenient synthetic approach to previously unknown N-H alpha-iminophosphonates and iminotrifluoropropionates was developed. The synthetic potential of N-H iminophosphonates and iminotrifluoropropionates, existing as an equilibrium mixture of E/Z-isomers, was demonstrated by their easy functionalization to afford biorelevant fluorinated alpha-aminophosphonic and alpha-aminocarboxylic acid derivatives. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.030

文献信息

• Methyl α-Iminotrifluoropropionate: A Novel Convenient Building Block for the Preparation of Functionalized Derivatives Bearing a Trifluoroalanine Residue
  作者：Yuliya Rassukana

  DOI：10.1055/s-0030-1260249

  日期：2011.11

  convenient synthesis of methyl α-iminotrifluoropropionate (methyl 3,3,3-trifluoro-2-iminopropanoate, 3), based on the aza-Wittig reaction of methyl trifluoropyruvate with triphenylphosphine imide, was developed. The synthetic potential of N-H imine 3, existing as equilibrium mixture (10:1) of E/Z isomers, in the preparation of functionalized acyclic and heterocyclic derivatives possessing a pharmacophoric

  基于三氟丙酮酸甲酯与三苯基膦酰亚胺的aza-Wittig反应，开发了一种方便的α-亚氨基三氟丙酸甲酯（3,3,3-三氟-2-亚氨基丙酸甲酯，3）的合成方法。公开了在具有药效性三氟丙氨酸片段的官能化无环和杂环衍生物的制备中，以E / Z异构体的平衡混合物（10：1）存在的NH亚胺3的合成潜力。 NH亚胺-三氟丙酮酸-三氟丙氨酸-亚氨基羧酸酯-环化-亲核加成